Vat dye.



UNITED STATES PATENT OFFICE.

,HERMANN FRIEDMANN, or nmannrnrn', GERMANY, AS'SIGNORI TO page 00., or- ELBERFELD, GERMANY, A o,

VORM. ERIEDR. BAYER 8n.

GERMANY. v

- VAT DYE.

' .1.,022,781. Specification oiLetters Patent.

7 Ne Drawing.

-To all whom it may concern:

7 Be it known that I, HERMAN}? FRIED- MAXX, citizen of the German Empire, residing at Elberfeld, Germany, have invented 5 new and useful Improvements in New Vat Dye, of which the following is a specification;

My invention relates ,to' the manufacture and production of new vat dyes of the anformula Rmeaning aryl, such as phenyl, tolyl, xylyl', chlorophenyl, methoxyphenyl, etc. The new dyes can be obtained by condensing 1;.2A triaminoanthraquinone with aromatic aldehydes. They are afterbeing driedand pulverized dark'powders soluble in pyridin, yielding rats with hydrosulfite and caustic green shades. They. can beacylated by means of acylizing agents, such as acetyl chlorid, benzoyl chlorid, et'c., products belng .thus obtained which are likewise yat dyestufis dyeing cotton from ahydrosulfite vat generally orange shades. In order to illustrate the new process more fully the following example is given,

the parts being by we1ght:-To a solution of thracene series havingmost probably thev .derivative of this 'uct, 2 parts of'the t-amino-LQ-phenylansoda lye which rats dye cotton from blue to distinguished by its fastness t-olight.

- compound thrimidazol the production of which takes Application filed June 10, 1911. Serial No. 632,418.

1 part of 1.2.-trialninoanthraquinone in 5 parts of nitrobenzene 1 part of benzaldehydeis added and the mixturefis heated during '1 hour to 150 C. until all the 1.'2.+t-tria1ninoanthraquinone has disappeared. After cooling the '4 amino 1.2 -'phenyl'anthrimidazoll' separates in needles show ingira'ibhiishmeta 11c luster, which in a 60 per cent. fuming-sulfuric acid and dissolvesiwithk'abluishrred coloration in pyrid1n,-w1th a"blue coloration with a green-yellow coloration in concentrated sulfuric acid. r By rithel'yadditionarofi formaldehyde to this solut-ifonithe;eolor turns; into a green. The new condensationrprodnetg. yields a. red-brown rat with hydrosulfite and caustic alkali which dyes cotton a greenishblue fast shade. In order to produce the acyl new condensation prodthrimidazol, 20 parts of'nitrobenzene and 1" part of benzoylchlorid are heated at 150 C. during Qhours. The new dyestuif crystallizes from the mixture in red needles, which are filtered ofl. yellow coloration in concentrated sulfuric acid, with a-blue-red coloration in fuming sulfuric acid of 60 per cent. It yields a red-brown rat with hydrosulfite and NaOH which dyes cotton. in a pure orange Shit- (1118 e new dyestuff thus obtained is the benzoyl of the 4-a-mino-12-phenylanplace most probably according to the following equations It dissolves with a reddish- I claim 1. The hereln described new vat dyestutts and intermediate products obtainable from 1.2.4-tnam ino-a nthraquinone and aromatic 'aldehydes being annno-anthr1m1dazoles having most probably the following general formula:

R meaning aryl, which are after being dried and pulverized dark powders soluble in pyridin, yielding vats with hydrosulfite and caustic soda lye, dyeing cotton from blue to green shades; being capable of being acylized in the amino group; products being thus obtained Which are liitewise Yat dyes dyeing cotton from a hydrosulfite vatgenerally orange shades.

The herein described new vat dye having most probably the formula:

N C5H5 NH, crystallizing in the shape of needles, dyeing cotton from thehydrosulfite vat greenishblue shades; being converted by treatment with. benzoyl chlorid into the benzoyl compound which dyes cotton from the hydrosulfite vat pure orange shades'fast to light, substantially as described.

In testimony whereof I have hereunto set my hand in the presence of two subscribing Witnesses.

HERMANX FRIEDMAXX. lVitnesses ALBERT NUFER ALFRED HEXKEL. 

